data_ABP # _chem_comp.id ABP _chem_comp.name "8-BROMOADENOSINE-5'-DIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 Br N5 O10 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 506.097 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ABP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1MXC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal ABP PB PB P 0 1 N N N -13.607 42.755 18.052 0.608 -0.656 -6.130 PB ABP 1 ABP O1B O1B O 0 1 N N N -12.278 43.339 18.372 1.630 0.403 -5.976 O1B ABP 2 ABP O2B O2B O 0 1 N N N -13.526 41.358 17.491 1.209 -1.856 -7.020 O2B ABP 3 ABP O3B O3B O 0 1 N N N -14.549 42.887 19.184 -0.691 -0.047 -6.858 O3B ABP 4 ABP PA PA P 0 1 N N R -15.783 43.109 16.516 -0.393 0.025 -3.847 PA ABP 5 ABP O1A O1A O 0 1 N N N -16.637 43.251 17.749 -1.573 0.575 -4.551 O1A ABP 6 ABP O2A O2A O 0 1 N N N -15.624 41.761 15.875 0.734 1.167 -3.718 O2A ABP 7 ABP O3A O3A O 0 1 N N N -14.289 43.663 16.881 0.196 -1.219 -4.679 O3A ABP 8 ABP "O5'" O5* O 0 1 N N N -16.527 44.100 15.505 -0.827 -0.467 -2.377 "O5'" ABP 9 ABP "C5'" C5* C 0 1 N N N -17.024 43.772 14.206 -1.340 0.676 -1.692 "C5'" ABP 10 ABP "C4'" C4* C 0 1 N N R -16.060 44.213 13.091 -1.773 0.273 -0.281 "C4'" ABP 11 ABP "O4'" O4* O 0 1 N N N -16.604 45.262 12.255 -0.643 -0.222 0.469 "O4'" ABP 12 ABP "C3'" C3* C 0 1 N N S -14.723 44.722 13.626 -2.259 1.509 0.508 "C3'" ABP 13 ABP "O3'" O3* O 0 1 N N N -13.812 43.630 13.874 -3.686 1.591 0.480 "O3'" ABP 14 ABP "C2'" C2* C 0 1 N N R -14.234 45.719 12.581 -1.757 1.257 1.949 "C2'" ABP 15 ABP "O2'" O2* O 0 1 N N N -13.281 45.096 11.696 -2.859 1.178 2.856 "O2'" ABP 16 ABP "C1'" C1* C 0 1 N N R -15.505 46.101 11.792 -1.025 -0.099 1.857 "C1'" ABP 17 ABP N9 N9 N 0 1 Y N N -15.872 47.571 11.769 0.162 -0.096 2.714 N9 ABP 18 ABP C8 C8 C 0 1 Y N N -15.279 48.756 12.287 0.221 -0.505 4.014 C8 ABP 19 ABP BR8 BR8 BR 0 0 N N N -14.059 48.963 13.747 -1.242 -1.175 5.007 BR8 ABP 20 ABP N7 N7 N 0 1 Y N N -15.685 49.831 11.662 1.433 -0.367 4.469 N7 ABP 21 ABP C5 C5 C 0 1 Y N N -16.627 49.389 10.739 2.228 0.132 3.492 C5 ABP 22 ABP C6 C6 C 0 1 Y N N -17.287 50.050 9.679 3.584 0.486 3.407 C6 ABP 23 ABP N6 N6 N 0 1 N N N -17.399 51.376 9.622 4.426 0.332 4.495 N6 ABP 24 ABP N1 N1 N 0 1 Y N N -17.922 49.296 8.760 4.042 0.969 2.256 N1 ABP 25 ABP C2 C2 C 0 1 Y N N -17.983 47.986 8.944 3.247 1.119 1.213 C2 ABP 26 ABP N3 N3 N 0 1 Y N N -17.418 47.241 9.889 1.968 0.806 1.248 N3 ABP 27 ABP C4 C4 C 0 1 Y N N -16.755 48.026 10.796 1.421 0.317 2.356 C4 ABP 28 ABP HOB2 2HOB H 0 0 N N N -14.375 40.984 17.286 1.443 -1.477 -7.878 HOB2 ABP 29 ABP HOB3 3HOB H 0 0 N N N -15.398 42.513 18.979 -1.330 -0.769 -6.938 HOB3 ABP 30 ABP HOA2 2HOA H 0 0 N N N -15.085 41.671 15.097 1.483 0.769 -3.254 HOA2 ABP 31 ABP "H5'1" 1H5* H 0 0 N N N -17.263 42.686 14.127 -2.197 1.071 -2.236 "H5'1" ABP 32 ABP "H5'2" 2H5* H 0 0 N N N -18.045 44.189 14.046 -0.565 1.440 -1.630 "H5'2" ABP 33 ABP "H4'" H4* H 0 1 N N N -15.907 43.284 12.492 -2.559 -0.480 -0.326 "H4'" ABP 34 ABP "H3'" H3* H 0 1 N N N -14.810 45.222 14.618 -1.818 2.419 0.102 "H3'" ABP 35 ABP "HO3'" *HO3 H 0 0 N N N -12.980 43.946 14.206 -3.930 2.378 0.987 "HO3'" ABP 36 ABP "H2'" H2* H 0 1 N N N -13.727 46.598 13.042 -1.066 2.043 2.255 "H2'" ABP 37 ABP "HO2'" *HO2 H 0 0 N N N -12.991 44.280 12.128 -3.310 2.033 2.823 "HO2'" ABP 38 ABP "H1'" H1* H 0 1 N N N -15.276 45.906 10.718 -1.694 -0.911 2.139 "H1'" ABP 39 ABP HN61 1HN6 H 0 0 N N N -17.343 51.917 10.477 5.362 0.577 4.423 HN61 ABP 40 ABP HN62 2HN6 H 0 0 N N N -17.618 51.832 8.747 4.079 -0.016 5.331 HN62 ABP 41 ABP H2 H2 H 0 1 N N N -18.590 47.437 8.205 3.660 1.514 0.297 H2 ABP 42 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal ABP PB O1B DOUB N N 1 ABP PB O2B SING N N 2 ABP PB O3B SING N N 3 ABP PB O3A SING N N 4 ABP O2B HOB2 SING N N 5 ABP O3B HOB3 SING N N 6 ABP PA O1A DOUB N N 7 ABP PA O2A SING N N 8 ABP PA O3A SING N N 9 ABP PA "O5'" SING N N 10 ABP O2A HOA2 SING N N 11 ABP "O5'" "C5'" SING N N 12 ABP "C5'" "C4'" SING N N 13 ABP "C5'" "H5'1" SING N N 14 ABP "C5'" "H5'2" SING N N 15 ABP "C4'" "O4'" SING N N 16 ABP "C4'" "C3'" SING N N 17 ABP "C4'" "H4'" SING N N 18 ABP "O4'" "C1'" SING N N 19 ABP "C3'" "O3'" SING N N 20 ABP "C3'" "C2'" SING N N 21 ABP "C3'" "H3'" SING N N 22 ABP "O3'" "HO3'" SING N N 23 ABP "C2'" "O2'" SING N N 24 ABP "C2'" "C1'" SING N N 25 ABP "C2'" "H2'" SING N N 26 ABP "O2'" "HO2'" SING N N 27 ABP "C1'" N9 SING N N 28 ABP "C1'" "H1'" SING N N 29 ABP N9 C8 SING Y N 30 ABP N9 C4 SING Y N 31 ABP C8 BR8 SING N N 32 ABP C8 N7 DOUB Y N 33 ABP N7 C5 SING Y N 34 ABP C5 C6 SING Y N 35 ABP C5 C4 DOUB Y N 36 ABP C6 N6 SING N N 37 ABP C6 N1 DOUB Y N 38 ABP N6 HN61 SING N N 39 ABP N6 HN62 SING N N 40 ABP N1 C2 SING Y N 41 ABP C2 N3 DOUB Y N 42 ABP C2 H2 SING N N 43 ABP N3 C4 SING Y N 44 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor ABP SMILES ACDLabs 10.04 "O=P(O)(O)OP(=O)(O)OCC3OC(n2c(Br)nc1c(ncnc12)N)C(O)C3O" ABP SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n([C@@H]3O[C@H](CO[P@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O)c(Br)nc12" ABP SMILES CACTVS 3.341 "Nc1ncnc2n([CH]3O[CH](CO[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O)c(Br)nc12" ABP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(c(n2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)OP(=O)(O)O)O)O)N" ABP SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(c(n2)Br)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N" ABP InChI InChI 1.03 "InChI=1S/C10H14BrN5O10P2/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(18)5(17)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H2,12,13,14)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1" ABP InChIKey InChI 1.03 KVVVTFSHHQCHNZ-UUOKFMHZSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier ABP "SYSTEMATIC NAME" ACDLabs 10.04 ;8-bromoadenosine 5'-(trihydrogen diphosphate) ; ABP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-amino-8-bromo-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphono hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ABP "Create component" 1999-07-08 EBI ABP "Modify descriptor" 2011-06-04 RCSB #